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Merck
CN

405973

2,2′-Bis[(4S)-4-benzyl-2-oxazoline]

98%

Synonym(s):

(S,S)-4,4′-Dibenzyl-2,2′-bi(2-oxazoline), (S,S)-2,2′-Bis(4-benzyl-2-oxazoline)

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About This Item

Empirical Formula (Hill Notation):
C20H20N2O2
CAS Number:
Molecular Weight:
320.39
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4756827
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InChI

1S/C20H20N2O2/c1-3-7-15(8-4-1)11-17-13-23-19(21-17)20-22-18(14-24-20)12-16-9-5-2-6-10-16/h1-10,17-18H,11-14H2/t17-,18-/m0/s1

SMILES string

C1OC(=N[C@H]1Cc2ccccc2)C3=N[C@H](CO3)Cc4ccccc4

InChI key

OIEQQWQZUYZCRJ-ROUUACIJSA-N

assay

98%

form

solid

optical activity

[α]20/D −40.6°, c = 1 in ethanol

Quality Level

functional group

ether, phenyl

Application

2,2′-Bis[(4S)-4-benzyl-2-oxazoline] can be used as:
  • A catalyst for the enantioselective hydrosilylation of ketones.
  • A Schiff base ligand in the preparation of rhodium(I) and palladium(II) coordination complexes.
  • A ligand in the formation of copper(I) halide complexes; applicable in the synthesis of coordination polymers.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Rhodium (I) and palladium (II) complexes with the Schiff base 2, 2′-bis ((4S)-4-benzyl-2-oxazoline)
Jones MD, et al.
Inorganica chimica acta, 357(11), 3351-3359 (2004)
Helmchen, G. et al.
Synlett, 257-257 (1991)
Copper (I) halides: A versatile family in coordination chemistry and crystal engineering
Peng R, et al.
Coordination Chemistry Reviews, 254(1-2), 1-18 (2010)

Articles

BOX ligand complex enhances catalytic enantioselective aziridination of styrene, with phenyl substituents proving superior over t-Bu groups.

使用络合Cu(I)OTf的BOX配体进行不对称催化苯乙烯合成氮杂环丙烷的反应,BOX配体带苯基取代基的优于具有位阻需求的叔丁(t-Bu)基团。

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